4331-29-7, name is 1H-Benzo[d]imidazol-7-amine, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 4331-29-7
-(Benzyloxy)-2-methyl-4H-pyran-4-one (450 mg, 2.081 mmol) and lH-benzimidazol-4-amine (279 mg, 2.095 mmol) were taken up in 40percent HOAc/3/40 (10 ml) in a microwave vial. The vial was sealed and the mixture heated to 140 ¡ãC for 30 min by microwave irradiation. The reaction was incomplete by LC MS. The mixture was heated to 200 ¡ãC for 30 min by microwave irradiation. The reaction was incomplete by LC/MS, The mixture was heated to 170 ¡ãC for 1 h by microwave irradiation. The mixture was concentrated. The crude material was purified by preparative reversed-phase HPLC (30x150mm Waters Sunfire (0.1percent TFA), 5- 35percent ACN/water over 20 min at 50 mL/min, 2 injections). Fractions containing each compound were pooled separately then applied to separate Phenomenex Strata-X-C ion exchange columns (5g). Each column was washed with 3/40 and MeOH (discard) then with 10percent concentrated NH4OH in MeOH (collect). The collected fractions for each were concentrated separately to give the title compounds below: l-(lH-benzimidazoi-4-yl)-5-(benzyloxy)-2-methylpyridin-4(lH)-one: tan solid LC/MS rt=1.24 min, 1H NMR (500 MHz, d6-DMSO) 5 12.90 (bs, 1 H), 8.33 (s, 1 H), 7.72 (bs, 1 H), 7.49 (bs, 1 H), 7.41-7.25 (m, 7 H), 6.26 (s, 1 H), 4.94 (s, 2 H), 1.92 (s5 3 H).l-(lH-benzimidazol-4-yl)-5-hydroxy-2-methylpyridin-4(l /)-one: tan solid, LC/MS rt = 0.47 min, 1H MR (500 MHz, d6-DMSO) delta 12.88 (bs, 1 H), 8.32 (s, 1 H), 7.70 (d, J = 8.06 Hz, 1 H), 7.38-7.25 (m, 3 H), 6.25 (s, 1 H), 1.92 (s, 3 H). l-[l-(2-Chloro-6-fluorobenzyl)-lH-benzimidazol-4-yl]-5-hydroxy-2-methylpyridin-4(l//)-one
The synthetic route of 4331-29-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP & DOHME CORP.; WOLKENBERG, Scott; BARROW, James, C.; POSLUSNEY, Michael, S.; HARRISON, Scott, T.; TROTTER, B. Wesley; MULHEARN, James; NANDA, Kausik, K.; MANLEY, Peter, J.; ZHAO, Zhijian; SCHUBERT, Jeffrey, W.; KETT, Nathan; ZARTMAN, Amy; WO2011/109254; (2011); A1;,
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